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cis-Decahydro-2,6-dimethylnaphthalene

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Identification
Molecular formula
C12H22
CAS number
4376-16-1
IUPAC name
2,6-dimethyldecalin
State
State
Liquid at room temperature.
Melting point (Celsius)
-53.00
Melting point (Kelvin)
220.15
Boiling point (Celsius)
206.00
Boiling point (Kelvin)
479.15
General information
Molecular weight
152.28g/mol
Molar mass
152.2760g/mol
Density
0.8540g/cm3
Appearence

cis-Decahydro-2,6-dimethylnaphthalene is a clear to a pale-yellow liquid.

Comment on solubility

Solubility of 2,6-Dimethyldecalin

When examining the solubility of 2,6-dimethyldecalin, it is crucial to recognize that it is a hydrophobic compound, characterized by its hydrophobic nature due to its significant hydrocarbon structure. As such, it demonstrates specific solubility behaviors that are noteworthy:

  • Inorganic Solvents: This compound is primarily soluble in organic solvents such as hexane, cyclohexane, and other non-polar solvents.
  • Water Solubility: It exhibits negligible solubility in water due to its non-polar characteristics, making it incompatible with polar solvents.
  • Temperature Dependence: The solubility in organic solvents may increase with temperature, facilitating better dissolution.

Given the nature of 2,6-dimethyldecalin, its solubility profile can be summarized succinctly:

  1. Soluble in non-polar organic solvents
  2. Practically insoluble in water
  3. Solubility increases with temperature in organic solvents

Thus, understanding the solubility of 2,6-dimethyldecalin is essential for applications in organic synthesis and materials science, influencing its behavior in various chemical processes.

Interesting facts

Interesting Facts about 2,6-Dimethyldecalin

2,6-Dimethyldecalin is a fascinating bicyclic compound that belongs to the class of decalins, which are saturated hydrocarbons characterized by their unique ring structure. This compound is particularly interesting due to its structural complexity and the implications that arise from its molecular configuration.

Structural Characteristics

  • Bicyclic Structure: The compound consists of two fused cyclohexane rings, which contribute to its distinctive properties.
  • Substitution Effects: The presence of two methyl groups at the 2 and 6 positions significantly alters the physical and chemical properties compared to its parent compound, decalin.
  • Geometrical Isomerism: This compound can exist in two forms, referred to as cis and trans isomers, leading to different stability and reactivity patterns.

Applications and Importance

2,6-Dimethyldecalin has garnered interest in several fields, including:

  • Organic Synthesis: It serves as a valuable intermediate in the synthesis of more complex organic molecules.
  • Material Science: Its unique hydrocarbon structure is of interest in the development of specialty polymers and materials.
  • Pharmaceuticals: Compounds with similar structures have been investigated for their biological activities, which could pave the way for drug discovery.

Chemical Properties

From a chemical perspective, 2,6-dimethyldecalin exhibits interesting reactivity due to its saturated nature, allowing for potential reactions such as:

  • Hydrogenation: Enhanced stability through additional hydrogen secondary to ring saturation.
  • Oxidation: Possible functionalization yielding diverse derivative compounds.

Overall, 2,6-dimethyldecalin is more than just a simple hydrocarbon; it embodies a combination of structural intrigue and practical relevance that underscores its significance in both research and application.

Synonyms
2,6-Dimethyldecalin
1618-22-0
Naphthalene, decahydro-2,6-dimethyl-
DTXSID30880791
2,6Dimethyldecalin
DTXCID301022147
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Decahydro-2,6-dimethylnaphthalene
2,6-dimethyl-1,2,3,4,4a,5,6,7,8,8a-decahydronaphthalene
2,6-dimethyl-decahydronaphthalene
2,6-Dimethyldecahydronaphthalene #
NS00096222